Diastereoselective sulfonate-directed carbonyl reduction of γ-keto-sulfonates

Autor: Mauro F. A. Adamo, Francesco Alletto, Andrea Ravelli, Colm Duffy, Malachi W. Gillick-Healy, Noel McLaughlin, Stefano Lancianesi
Rok vydání: 2019
Předmět:
Zdroj: Tetrahedron Letters. 60:1313-1316
ISSN: 0040-4039
Popis: The diastereoselective reduction of γ-keto-sulfonates to afford α,γ-substituted γ-hydroxy sulfonates has been investigated. Herein we report the first example of a diastereoselective carbonyl reduction whereby hydride attack is directed via chelation of a neighbouring sulfonate group to a boron atom, thus affording prevalently trans γ-hydroxy sulfonates.
Databáze: OpenAIRE